ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Hydrocarbon nitrification 3,4-Dichloronitrobenzene

3,4-Dichloronitrobenzene

Product Name3,4-Dichloronitrobenzene
CAS99-54-7
MFC6H3Cl2NO2
MW192
EINECS202-764-2
MOL File99-54-7.mol

Chemical Properties

Melting point	39-41 °C(lit.)
Boiling point	255-256 °C(lit.)
bulk density	750kg/m3
Density	1.48 g/cm3 (55℃)
vapor pressure	0.01 hPa (20 °C)
refractive index	1.5929 (estimate)
Flash point	255 °F
storage temp.	Store below +30°C.
solubility	0.151g/l
form	Crystalline Mass
color	Yellow to brown
Water Solubility	151 mg/L (20 ºC)
FreezingPoint	30~31℃
BRN	1818163
Henry's Law Constant	1.2×10⁰ mol/(m³Pa) at 25℃, Altschuh et al. (1999)
Stability	Stable. Incompatible with strong oxidizing agents, strong bases.
InChI	1S/C6H3Cl2NO2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H
InChIKey	NTBYINQTYWZXLH-UHFFFAOYSA-N
SMILES	[O-][N+](=O)c1ccc(Cl)c(Cl)c1
CAS DataBase Reference	99-54-7(CAS DataBase Reference)
NIST Chemistry Reference	Benzene, 1,2-dichloro-4-nitro-(99-54-7)
EPA Substance Registry System	3,4-Dichloronitrobenzene (99-54-7)

Safety Information

Hazard Codes	Xn,N
Risk Statements	22-36-43-51/53
Safety Statements	26-36/37-61-39-24/25
RIDADR	2811
WGK Germany	3
RTECS	CZ5250000
Autoignition Temperature	420 °C
TSCA	TSCA listed
HazardClass	9
PackingGroup	III
HS Code	29049085
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Sens. 1
Hazardous Substances Data	99-54-7(Hazardous Substances Data)
Toxicity	LD50 orally in Rabbit: 643 mg/kg LD50 dermal Rat > 2000 mg/kg

MSDS

Provider	Language
3,4-DCNB	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

colourless to yellow crystals or beige powder

Uses

1,2-Dichloro-4-nitrobenzene is an intermediate in the synthesis of agrochemicals. Studies have been conducted to use 1,2-Dichloro-4-nitrobenzene as an organic intermediate for the synthetic preparation of ciprofloxacin (C482500).

Production Methods

Nitration of 1,2-dichlorobenzene with mixed acid at 35 – 60 ℃ results in a mixture of 3-nitro (10 %) and 4-nitro (90 %) isomers, which are separated by crystallization. A more expensive process (two stages from chlorobenzene) is based on chlorination of molten 4-chloronitrobenzene (90 – 100 ℃) by a process similar to that used for 3- chloronitrobenzene production. Chlorination has the advantage of giving a pure product, but it cannot be used if the isomeric 1,2-dichloro-3-nitrobenzene is also required.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 3494, 1977 DOI: 10.1021/jo00442a009

General Description

Colorless crystals or light beige solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Can react vigorously with oxidizing materials.

Fire Hazard

3,4-Dichloronitrobenzene is combustible.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise it from absolute EtOH. [Beilstein 5 IV 726.]

3,4-Dichloronitrobenzene

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

3,4-Dichloronitrobenzene Supplier

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